Disazo dye.



UNITED sax-urns FRIEDRICH RUNKEL AND MARTIN HERZBERG, 01" ELBERFEED, GERMANY, AS SIGND R-S TO FAR- BENFABBIKEN VORMIFRIEDR. BAYER & 00., 0F ELBERFELID, GERH 0F GEBHANY.

No Drawing.

Specification of Letters Patent.

PATENT OFFICE.-

DISAZO DYE.

To all whom it may concern:

Be it known that We, FRIEDRICH RUNKEL and MARTIN Hnnzmcno, doctors of philosophy, chemists, citizens of the German -Ernpu'e, residing at Elberteld, Germany, have invented new and useful Improvements in New Azo Dyes, of which the following is a specification. 4 ()ur inveul'ion relates to the manufacture and roduction of new azo dyes which can be oliitained by co1nhining the diazo' coinpounds of one rn'olecule of an aminophenvltolylether of the formula: NH C I-II- QC H .CH and one molecule of another diazo compound with one mol'eculeof an LS-aminonaphthol sulfonic acid. The new dyestuffs thus obtained are after being dried and pulverized dark powders soluble in water. Upon reduction with stannous chlorid and hydrochloric acid they are decomposed an aminophenyltolylether, an amino compound and a diamino-l .S-aminonaphthol sulfonic acid are obtained.

The. new coloring matters dye wool from blue in green to black shades remarkable for their fastness to washing and to milling.

In order to carry out our process we can a. proceed asfollows, the parts being by wel ht: 23.1 parts of para-aminobenzene sul onic acid (sodium salt containing 2-molecules of water of crystallization) are dis-' solved in 200 parts of Water, ice is added'and the free aminobenzene sulfonic acid is pre-. cipitnted with 42 parts of c'rude hydrochloric acid and is then diazotized with 7.1 parts of sodium nitrite, 23.9 parts 'of freshly precipitated 1.84 aminonaphthol 4- sulfonic acid are added to the mass of the reaction which has to be stirred until all will be entered into solution. dored alkaline with sodium carbonate the diazo compound of 19.9 parts of orthoanlinophenyl-ortho-tolylether:

are added. After soine time the dye is salted out, filtered off, redissolved from hot water, filtered oil", pressed and dried. It is A-fter it. has been renafter being dried and pulverized in the shape of its sodium salt a dark powder soluble in water with a dark blue and soluble in concentrated sulfuric acid with a bluishgreen color; yielding upon reduction with stannous chlorid and hydrochloric acid paraaminohenzene sulionic acid. ortho-aminophenyLortho-tolylether and 1.2.7-triamino- -8-naphthol-4-sulfonic acid.

The new coloring matter dyes wool lue black shades fast to washing and to -mil ing. The process is carried out in an analogous manner for the production of other of the above mentioned dyestuffs e. g. from 1.S aminonaphthol-3.6- or AG-clisulfonic acid etc. and other amino'phenyltolyle 18IS e. g. ortho-aminophenyhmctaor paratolylether, para-aminophenyl-ortho. metaor para-tolyl: ether, or on using other diazo compounds 6. g. the diazo compounds of: dichloro-anilin, L-chloi'oanilin-2-sulfonic acid, par'mtoluidin meta-sulfonic acid, orthoor para-chloro anilin, para-nitranilin, mcta-nitranilin, paraor ortho-toluidin, anilin, l-methylQ-amiuo 4-nitrobenzene, l'-naphthyla1nin, etc.

e claim: .1. The herein described new disazo dyestufi's obtainable from 1 molecule of a diazot-ized aminophenyltolyl-ether, 1 molecule of another diazo compound and 1 molecule-of an 1.8-aminonaphthol-sulfonic acid, which are after being dried and pulverized in the shape of their sodium salts dark powders soluble in Water; yielding upon reduction with stannous chlorid and hydrochloric acid an aminopheny-ltolylether, another amino compound and a diamino-I.8-aminonaphthol sulfonic acid; and dyeing wool from ac1d baths from'lolue to green t6 black shades remarkable for their fastness to Washing and to milling, substantially-as described.

2. The herein described new disazo'dyestufl obtainable from diazotized ortho'arnin0- phenyl-ortho-tolylether, diazotized paraam'inobenzene sulfonic acid and 1.8aminonaPhthol--sulfonic acid, which dye is after being dried and pulverized in the shape ofi;

its sodium salt a dark powder soluble in water with' a. dark blue and soluble in conoentrated sulfuric acid with a bluish-gteen color; yielding upon reduction W ith stannous ANY, A CORPORATION Patented Aug. 31, 1909. Application filed April 16, 1909. Serial No. 490,226.

chlorid and hydrochloric acid prim-am nobenzene sulfonic acid, ortho-annnophenyL ortho-tolylether and 1.2.7-tri amino-8-naphthol--sulfonic acid; and dyeing wool blueblack shades remarkable for their fastness to washing'and to milling, substantially as described.

In testimony whereof We have hereunto set ourhands in the presence of two subscrib in g" witnesses.

FRIEDRICH RUNKEL; LIARTIN HERZBERG.

Witnesses:

O'rro Korzm, C. J. WRIGHT.

7 It is hereby certified that in Letters Patent No. 932,812, granted August 31, 1969,

upon the application of Friedrich Rnnkel and Martin Herzberg, of Elberfeld, German for an im rovelnent in Disazo D es an error a ears in the rinted s 'ecis y I ficatioumequiring correction as follows: Page 1, line 37 the figures" and words i .1 i 1.Set-iminbnaphthol--sulfonic should read 1.8-amihondp/zt/aol-4-sufonia; and

that the said Letters Patent should be read with this correction therein that the 7 same may conform to the record of the case in the Patent (Mice.-

I Signed and sealefi this 2nd day of November, AQ D., 1909.

Acting Commissioner of Patents.

chlorid and hydrochloric acid prim-am nobenzene sulfonic acid, ortho-annnophenyL ortho-tolylether and 1.2.7-tri amino-8-naphthol--sulfonic acid; and dyeing wool blueblack shades remarkable for their fastness to washing'and to milling, substantially as described.

In testimony whereof We have hereunto set ourhands in the presence of two subscrib in g" witnesses.

FRIEDRICH RUNKEL; LIARTIN HERZBERG.

Witnesses:

O'rro Korzm, C. J. WRIGHT.

7 It is hereby certified that in Letters Patent No. 932,812, granted August 31, 1969,

upon the application of Friedrich Rnnkel and Martin Herzberg, of Elberfeld, German for an im rovelnent in Disazo D es an error a ears in the rinted s 'ecis y I ficatioumequiring correction as follows: Page 1, line 37 the figures" and words i .1 i 1.Set-iminbnaphthol--sulfonic should read 1.8-amihondp/zt/aol-4-sufonia; and

that the said Letters Patent should be read with this correction therein that the 7 same may conform to the record of the case in the Patent (Mice.-

I Signed and sealefi this 2nd day of November, AQ D., 1909.

Acting Commissioner of Patents.

It is hereby certified that in Letters Patent No. 932,812, granted August 31, 1909, upon the epplication of Friedrich Rimkel and Martin Herzberg, of Elberfeld, Germany, for an improvement in Disazo Dyeshan error appears in the printed specifioution .requiring correction as follows: Page 1, line 37, the figures and words 1.84aminimaphthol-Qsulfonic should read I.8-mnin0napbt/zol-4-sufonic,' and that the said Letters Patent should be read with this correction therein that. the

same may conform to the record of the case in the Patent Olfiee.

signed and sealed this 2nd day of November, A. D., 1909.

[SEAL-J C. C. BILLINGS,

Acting Commissioner Qf Patents. 

